(5-amino-3-(3,5-dichlorophenyl)thiophen-2-yl)(2-chlorophenyl)methanone

ID: ALA4289691

PubChem CID: 145987980

Max Phase: Preclinical

Molecular Formula: C17H10Cl3NOS

Molecular Weight: 382.70

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Nc1cc(-c2cc(Cl)cc(Cl)c2)c(C(=O)c2ccccc2Cl)s1

Standard InChI:  InChI=1S/C17H10Cl3NOS/c18-10-5-9(6-11(19)7-10)13-8-15(21)23-17(13)16(22)12-3-1-2-4-14(12)20/h1-8H,21H2

Standard InChI Key:  PFWTYXUEJHKHGV-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 23 25  0  0  0  0  0  0  0  0999 V2000
   30.4101  -11.4372    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.8666  -12.1219    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   31.6577  -11.9020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.6919  -11.0814    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.9218  -10.7926    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.3657  -12.3074    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.3666  -13.1287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.0730  -11.8980    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.3987  -10.6606    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.1146  -11.0680    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.8169  -10.6479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.8079   -9.8260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.0908   -9.4259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.3873   -9.8442    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.6525  -13.5396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.6530  -14.3601    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.3658  -14.7688    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.0754  -14.3551    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.0714  -13.5359    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.5936  -11.4033    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.7781  -13.1256    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   34.5300  -11.0471    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   33.0795   -8.6088    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  1  2  0
  3  6  1  0
  6  7  1  0
  6  8  2  0
  4  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14  9  1  0
  7 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19  7  1  0
  1 20  1  0
 19 21  1  0
 11 22  1  0
 13 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4289691

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 382.70

Molecular Weight (Monoisotopic): 380.9549

AlogP: 6.19

#Rotatable Bonds: 3

Polar Surface Area: 43.09

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 2

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 6.14

CX LogD: 6.14

Aromatic Rings: 3

Heavy Atoms: 23

QED Weighted: 0.55

Np Likeness Score: -0.90

References

1. Doebelin C, Patouret R, Garcia-Ordonez RD, Chang MR, Dharmarajan V, Novick S, Ciesla A, Campbell S, Solt LA, Griffin PR, Kamenecka TM..  (2018)  Identification of potent RORβ modulators: Scaffold variation.,  28  (19): [PMID:30143422] [10.1016/j.bmcl.2018.08.017]

Source

Source(1):

• Scientific Literature